Synthetic Exploitation of Halogenated Alkenes Containing EWG: Polysubstituted Sulfanyl Dinitro Butadienes from Sequential Nucleophilic Substitutions
Küçük Resim Yok
Tarih
2011
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Bentham Science Publ Ltd
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
Our novel approach starts from a 1,1,3,4-tetrachloro-2,4-dinitrobuta-1,3-diene (5) being one of the most prominent members of this relatively new class of synthetic building blocks. Because of its multifunctional chemical behavior, polyhalogenated nitrobuta-1,3-dienes proved to be versatile reagents in the synthesis of a large variety of sulfurated, (hetero) cyclic, and acyclic derivatives. We describe our studies concerning successive nucleophilic vinylic substitution reactions of dinitrobuta-1,3-diene in order to establish the reactivity profile of this precursor and determine whether this precursor could be used for the synthesis of many dinitrodiene analogues offering new methodology for the synthesis of polyfunctional precursors that are difficult to access. Some of the resulting perfunctionalized 2,4-dinitrobuta-1,3-dienes are subjected to further transformations to give promising candidates with respect to biological activity.
Açıklama
Anahtar Kelimeler
Click chemistry, Dienes, Nitro compounds, Nitroalkenes, Persulfurated Alkenes, Polyhalogenated Compounds, Polysulfanyl Buta-1,3-dienes, Sulfides
Kaynak
Current Organic Synthesis
WoS Q Değeri
Q1
Scopus Q Değeri
Q3
Cilt
8
Sayı
6